4-Methyl-N-(3,4,5-trimethoxybenzyl)aniline → HCID 373805, compound

HRID 1647303Notes

Reaction equation

HRID 1647303 reaction equation
[CH:1]([C:4]1[CH:23]=[CH:22][C:7]([N:8]=[CH:9][C:10]2[CH:15]=[C:14]([O:16][CH3:17])[C:13]([O:18][CH3:19])=[C:12]([O:20][CH3:21])[CH:11]=2)=[CH:6][CH:5]=1)([CH3:3])[CH3:2].CC1C=CC(NCC2C=C(OC)C(OC)=C(OC)C=2)=CC=1>>[CH:1]([C:4]1[CH:23]=[CH:22][C:7]([NH:8][CH2:9][C:10]2[CH:15]=[C:14]([O:16][CH3:17])[C:13]([O:18][CH3:19])=[C:12]([O:20][CH3:21])[CH:11]=2)=[CH:6][CH:5]=1)([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 3737984-Methyl-N-(3,4,5-trimethoxybenzyl)anilineHCID 373812151221-94-2

Product 1

HCID 373805HCID 373805, compoundYield 90.2%

Procedure

From 108f (8.2 g, 26.0 mmol), a similar procedure as described for 109a gave 109f (7.4 g, 89.8%) as an oil. 1H NMR (200 MHz, CDCl3) δ7.06 (d, J=8 Hz, 2H), 6.61 (d, J=8 Hz, 2H), 6.61 (s, 2H), 4.24 (s, 2H), 3.84 (s, 9H), 2.81 (h, J=8 Hz, 1H, 1.21 (d, J=8 Hz, 6H). EIMS 315 (M+, 100).

Sources & evidence

ORD record
ord-70df7c5917804bbd86ef37c6c0275c92
Source dataset
uspto-grants-1995_07
Patent number
US05430062

Reaction notes

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